HRP970448A2 - Liquid formulation of ethyl-(z)-2-chloro-3-2-chloro-5-(4,5,6,7-tetrahydro-1,3-dioxoisoindoldion-2-yl)phenyl/acrylate - Google Patents
Liquid formulation of ethyl-(z)-2-chloro-3-2-chloro-5-(4,5,6,7-tetrahydro-1,3-dioxoisoindoldion-2-yl)phenyl/acrylateInfo
- Publication number
- HRP970448A2 HRP970448A2 HR19633271.0A HRP970448A HRP970448A2 HR P970448 A2 HRP970448 A2 HR P970448A2 HR P970448 A HRP970448 A HR P970448A HR P970448 A2 HRP970448 A2 HR P970448A2
- Authority
- HR
- Croatia
- Prior art keywords
- chloro
- ethyl
- plant protection
- ionic emulsifier
- formulation according
- Prior art date
Links
- 239000012669 liquid formulation Substances 0.000 title claims abstract description 15
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 title claims abstract description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 title abstract description 6
- 239000000203 mixture Substances 0.000 claims abstract description 21
- 238000009472 formulation Methods 0.000 claims abstract description 16
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 14
- 230000002363 herbicidal effect Effects 0.000 claims abstract description 6
- 239000003849 aromatic solvent Substances 0.000 claims abstract description 5
- 230000000269 nucleophilic effect Effects 0.000 claims abstract description 5
- 238000000034 method Methods 0.000 claims abstract description 4
- 239000012875 nonionic emulsifier Substances 0.000 claims abstract description 4
- 239000011814 protection agent Substances 0.000 claims abstract description 4
- 239000013543 active substance Substances 0.000 claims description 24
- 239000002253 acid Substances 0.000 claims description 6
- 230000008635 plant growth Effects 0.000 claims description 5
- 150000007513 acids Chemical class 0.000 claims description 4
- FWFSEYBSWVRWGL-UHFFFAOYSA-N cyclohex-2-enone Chemical compound O=C1CCCC=C1 FWFSEYBSWVRWGL-UHFFFAOYSA-N 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- LZGUHMNOBNWABZ-UHFFFAOYSA-N n-nitro-n-phenylnitramide Chemical compound [O-][N+](=O)N([N+]([O-])=O)C1=CC=CC=C1 LZGUHMNOBNWABZ-UHFFFAOYSA-N 0.000 claims 1
- NNKKTZOEKDFTBU-YBEGLDIGSA-N cinidon ethyl Chemical compound C1=C(Cl)C(/C=C(\Cl)C(=O)OCC)=CC(N2C(C3=C(CCCC3)C2=O)=O)=C1 NNKKTZOEKDFTBU-YBEGLDIGSA-N 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- -1 alkyl ether sulfates Chemical class 0.000 description 26
- 241000196324 Embryophyta Species 0.000 description 17
- 238000002360 preparation method Methods 0.000 description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000002518 antifoaming agent Substances 0.000 description 3
- 159000000007 calcium salts Chemical class 0.000 description 3
- 239000004359 castor oil Substances 0.000 description 3
- 235000019438 castor oil Nutrition 0.000 description 3
- 239000012141 concentrate Substances 0.000 description 3
- 229940071161 dodecylbenzenesulfonate Drugs 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- MZHCENGPTKEIGP-RXMQYKEDSA-N (R)-dichlorprop Chemical compound OC(=O)[C@@H](C)OC1=CC=C(Cl)C=C1Cl MZHCENGPTKEIGP-RXMQYKEDSA-N 0.000 description 2
- CGNBQYFXGQHUQP-UHFFFAOYSA-N 2,3-dinitroaniline Chemical class NC1=CC=CC([N+]([O-])=O)=C1[N+]([O-])=O CGNBQYFXGQHUQP-UHFFFAOYSA-N 0.000 description 2
- 239000002794 2,4-DB Substances 0.000 description 2
- YIVXMZJTEQBPQO-UHFFFAOYSA-N 2,4-DB Chemical compound OC(=O)CCCOC1=CC=C(Cl)C=C1Cl YIVXMZJTEQBPQO-UHFFFAOYSA-N 0.000 description 2
- MZHCENGPTKEIGP-UHFFFAOYSA-N 2-(2,4-dichlorophenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1Cl MZHCENGPTKEIGP-UHFFFAOYSA-N 0.000 description 2
- WNTGYJSOUMFZEP-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1C WNTGYJSOUMFZEP-UHFFFAOYSA-N 0.000 description 2
- JLYFCTQDENRSOL-UHFFFAOYSA-N 2-chloro-N-(2,4-dimethylthiophen-3-yl)-N-(1-methoxypropan-2-yl)acetamide Chemical compound COCC(C)N(C(=O)CCl)C=1C(C)=CSC=1C JLYFCTQDENRSOL-UHFFFAOYSA-N 0.000 description 2
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 2
- LLWADFLAOKUBDR-UHFFFAOYSA-N 2-methyl-4-chlorophenoxybutyric acid Chemical compound CC1=CC(Cl)=CC=C1OCCCC(O)=O LLWADFLAOKUBDR-UHFFFAOYSA-N 0.000 description 2
- 239000005505 Dichlorprop-P Substances 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 239000005574 MCPA Substances 0.000 description 2
- 239000005575 MCPB Substances 0.000 description 2
- 101150039283 MCPB gene Proteins 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 2
- 239000005591 Pendimethalin Substances 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 235000019484 Rapeseed oil Nutrition 0.000 description 2
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 description 2
- QARVLSVVCXYDNA-UHFFFAOYSA-N bromobenzene Chemical compound BrC1=CC=CC=C1 QARVLSVVCXYDNA-UHFFFAOYSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000006184 cosolvent Substances 0.000 description 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 2
- 125000004494 ethyl ester group Chemical group 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- MEFQWPUMEMWTJP-UHFFFAOYSA-N fluroxypyr Chemical compound NC1=C(Cl)C(F)=NC(OCC(O)=O)=C1Cl MEFQWPUMEMWTJP-UHFFFAOYSA-N 0.000 description 2
- 239000004009 herbicide Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 2
- 150000004702 methyl esters Chemical class 0.000 description 2
- CHIFOSRWCNZCFN-UHFFFAOYSA-N pendimethalin Chemical compound CCC(CC)NC1=C([N+]([O-])=O)C=C(C)C(C)=C1[N+]([O-])=O CHIFOSRWCNZCFN-UHFFFAOYSA-N 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- IPPAUTOBDWNELX-UHFFFAOYSA-N (2-ethoxy-2-oxoethyl) 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoate Chemical group C1=C([N+]([O-])=O)C(C(=O)OCC(=O)OCC)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 IPPAUTOBDWNELX-UHFFFAOYSA-N 0.000 description 1
- NYHLMHAKWBUZDY-QMMMGPOBSA-N (2s)-2-[2-chloro-5-[2-chloro-4-(trifluoromethyl)phenoxy]benzoyl]oxypropanoic acid Chemical compound C1=C(Cl)C(C(=O)O[C@@H](C)C(O)=O)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 NYHLMHAKWBUZDY-QMMMGPOBSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- WNTGYJSOUMFZEP-SSDOTTSWSA-N (R)-mecoprop Chemical compound OC(=O)[C@@H](C)OC1=CC=C(Cl)C=C1C WNTGYJSOUMFZEP-SSDOTTSWSA-N 0.000 description 1
- FOWAVPREFGTTQS-UPHRSURJSA-N (z)-4-hydrazinyl-4-oxobut-2-enoic acid Chemical class NNC(=O)\C=C/C(O)=O FOWAVPREFGTTQS-UPHRSURJSA-N 0.000 description 1
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
- ZSGCBBCGHYYEGU-UHFFFAOYSA-N 1-dimethylphosphoryltetradecane Chemical compound CCCCCCCCCCCCCCP(C)(C)=O ZSGCBBCGHYYEGU-UHFFFAOYSA-N 0.000 description 1
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- KNGWEAQJZJKFLI-UHFFFAOYSA-N 2,2-dimethyl-4h-1,3-benzodioxine-6-carbaldehyde Chemical compound O=CC1=CC=C2OC(C)(C)OCC2=C1 KNGWEAQJZJKFLI-UHFFFAOYSA-N 0.000 description 1
- HKROQOWBHZLRCU-UHFFFAOYSA-N 2,2-diphenoxypropanoic acid Chemical class C=1C=CC=CC=1OC(C(O)=O)(C)OC1=CC=CC=C1 HKROQOWBHZLRCU-UHFFFAOYSA-N 0.000 description 1
- MHKBMNACOMRIAW-UHFFFAOYSA-N 2,3-dinitrophenol Chemical class OC1=CC=CC([N+]([O-])=O)=C1[N+]([O-])=O MHKBMNACOMRIAW-UHFFFAOYSA-N 0.000 description 1
- IRJQWZWMQCVOLA-ZBKNUEDVSA-N 2-[(z)-n-[(3,5-difluorophenyl)carbamoylamino]-c-methylcarbonimidoyl]pyridine-3-carboxylic acid Chemical compound N=1C=CC=C(C(O)=O)C=1C(/C)=N\NC(=O)NC1=CC(F)=CC(F)=C1 IRJQWZWMQCVOLA-ZBKNUEDVSA-N 0.000 description 1
- YHKBGVDUSSWOAB-UHFFFAOYSA-N 2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl}propanoic acid Chemical compound O=C1N(C(F)F)C(C)=NN1C1=CC(CC(Cl)C(O)=O)=C(Cl)C=C1F YHKBGVDUSSWOAB-UHFFFAOYSA-N 0.000 description 1
- MIJLZGZLQLAQCM-UHFFFAOYSA-N 2-ethoxyethyl 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate Chemical group C1=CC(OC(C)C(=O)OCCOCC)=CC=C1OC1=NC=C(C(F)(F)F)C=C1Cl MIJLZGZLQLAQCM-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- UPMXNNIRAGDFEH-UHFFFAOYSA-N 3,5-dibromo-4-hydroxybenzonitrile Chemical compound OC1=C(Br)C=C(C#N)C=C1Br UPMXNNIRAGDFEH-UHFFFAOYSA-N 0.000 description 1
- AMVYOVYGIJXTQB-UHFFFAOYSA-N 3-[4-(4-methoxyphenoxy)phenyl]-1,1-dimethylurea Chemical compound C1=CC(OC)=CC=C1OC1=CC=C(NC(=O)N(C)C)C=C1 AMVYOVYGIJXTQB-UHFFFAOYSA-N 0.000 description 1
- ZXVONLUNISGICL-UHFFFAOYSA-N 4,6-dinitro-o-cresol Chemical compound CC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O ZXVONLUNISGICL-UHFFFAOYSA-N 0.000 description 1
- CTSLUCNDVMMDHG-UHFFFAOYSA-N 5-bromo-3-(butan-2-yl)-6-methylpyrimidine-2,4(1H,3H)-dione Chemical compound CCC(C)N1C(=O)NC(C)=C(Br)C1=O CTSLUCNDVMMDHG-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 239000005484 Bifenox Substances 0.000 description 1
- XTFNPKDYCLFGPV-OMCISZLKSA-N Bromofenoxim Chemical compound C1=C(Br)C(O)=C(Br)C=C1\C=N\OC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O XTFNPKDYCLFGPV-OMCISZLKSA-N 0.000 description 1
- 239000005489 Bromoxynil Substances 0.000 description 1
- SPNQRCTZKIBOAX-UHFFFAOYSA-N Butralin Chemical compound CCC(C)NC1=C([N+]([O-])=O)C=C(C(C)(C)C)C=C1[N+]([O-])=O SPNQRCTZKIBOAX-UHFFFAOYSA-N 0.000 description 1
- ZOGDSYNXUXQGHF-XIEYBQDHSA-N Butroxydim Chemical compound CCCC(=O)C1=C(C)C=C(C)C(C2CC(=O)C(\C(CC)=N\OCC)=C(O)C2)=C1C ZOGDSYNXUXQGHF-XIEYBQDHSA-N 0.000 description 1
- 239000005490 Carbetamide Substances 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- ULBXWWGWDPVHAO-UHFFFAOYSA-N Chlorbufam Chemical compound C#CC(C)OC(=O)NC1=CC=CC(Cl)=C1 ULBXWWGWDPVHAO-UHFFFAOYSA-N 0.000 description 1
- 239000005647 Chlorpropham Substances 0.000 description 1
- 239000005497 Clethodim Substances 0.000 description 1
- 239000005498 Clodinafop Substances 0.000 description 1
- 239000005503 Desmedipham Substances 0.000 description 1
- IIPZYDQGBIWLBU-UHFFFAOYSA-N Dinoterb Chemical compound CC(C)(C)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O IIPZYDQGBIWLBU-UHFFFAOYSA-N 0.000 description 1
- YUBJPYNSGLJZPQ-UHFFFAOYSA-N Dithiopyr Chemical compound CSC(=O)C1=C(C(F)F)N=C(C(F)(F)F)C(C(=O)SC)=C1CC(C)C YUBJPYNSGLJZPQ-UHFFFAOYSA-N 0.000 description 1
- PQKBPHSEKWERTG-UHFFFAOYSA-N Fenoxaprop ethyl Chemical group C1=CC(OC(C)C(=O)OCC)=CC=C1OC1=NC2=CC=C(Cl)C=C2O1 PQKBPHSEKWERTG-UHFFFAOYSA-N 0.000 description 1
- MNFMIVVPXOGUMX-UHFFFAOYSA-N Fluchloralin Chemical compound CCCN(CCCl)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O MNFMIVVPXOGUMX-UHFFFAOYSA-N 0.000 description 1
- HHMCAJWVGYGUEF-UHFFFAOYSA-N Fluorodifen Chemical compound C1=CC([N+](=O)[O-])=CC=C1OC1=CC=C(C(F)(F)F)C=C1[N+]([O-])=O HHMCAJWVGYGUEF-UHFFFAOYSA-N 0.000 description 1
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- NEKOXWSIMFDGMA-UHFFFAOYSA-N Isopropalin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(C)C)C=C1[N+]([O-])=O NEKOXWSIMFDGMA-UHFFFAOYSA-N 0.000 description 1
- ANFHKXSOSRDDRQ-UHFFFAOYSA-N Isoxapyrifop Chemical compound C1CCON1C(=O)C(C)OC(C=C1)=CC=C1OC1=NC=C(Cl)C=C1Cl ANFHKXSOSRDDRQ-UHFFFAOYSA-N 0.000 description 1
- 239000005572 Lenacil Substances 0.000 description 1
- SUSRORUBZHMPCO-UHFFFAOYSA-N MC-4379 Chemical compound C1=C([N+]([O-])=O)C(C(=O)OC)=CC(OC=2C(=CC(Cl)=CC=2)Cl)=C1 SUSRORUBZHMPCO-UHFFFAOYSA-N 0.000 description 1
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- UMKANAFDOQQUKE-UHFFFAOYSA-N Nitralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(S(C)(=O)=O)C=C1[N+]([O-])=O UMKANAFDOQQUKE-UHFFFAOYSA-N 0.000 description 1
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- 239000005590 Oxyfluorfen Substances 0.000 description 1
- OQMBBFQZGJFLBU-UHFFFAOYSA-N Oxyfluorfen Chemical compound C1=C([N+]([O-])=O)C(OCC)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 OQMBBFQZGJFLBU-UHFFFAOYSA-N 0.000 description 1
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- RSVPPPHXAASNOL-UHFFFAOYSA-N Prodiamine Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C(N)=C1[N+]([O-])=O RSVPPPHXAASNOL-UHFFFAOYSA-N 0.000 description 1
- 239000005600 Propaquizafop Substances 0.000 description 1
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- 239000005614 Quizalofop-P-ethyl Substances 0.000 description 1
- CSPPKDPQLUUTND-NBVRZTHBSA-N Sethoxydim Chemical compound CCO\N=C(/CCC)C1=C(O)CC(CC(C)SCC)CC1=O CSPPKDPQLUUTND-NBVRZTHBSA-N 0.000 description 1
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- 108010083809 Talin Proteins 0.000 description 1
- NBQCNZYJJMBDKY-UHFFFAOYSA-N Terbacil Chemical compound CC=1NC(=O)N(C(C)(C)C)C(=O)C=1Cl NBQCNZYJJMBDKY-UHFFFAOYSA-N 0.000 description 1
- YIJZJEYQBAAWRJ-UHFFFAOYSA-N Thiazopyr Chemical compound N1=C(C(F)F)C(C(=O)OC)=C(CC(C)C)C(C=2SCCN=2)=C1C(F)(F)F YIJZJEYQBAAWRJ-UHFFFAOYSA-N 0.000 description 1
- IJCWFDPJFXGQBN-RYNSOKOISA-N [(2R)-2-[(2R,3R,4S)-4-hydroxy-3-octadecanoyloxyoxolan-2-yl]-2-octadecanoyloxyethyl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCCCCCCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCCCCCCCCCCCC IJCWFDPJFXGQBN-RYNSOKOISA-N 0.000 description 1
- AMRQXHFXNZFDCH-SECBINFHSA-N [(2r)-1-(ethylamino)-1-oxopropan-2-yl] n-phenylcarbamate Chemical compound CCNC(=O)[C@@H](C)OC(=O)NC1=CC=CC=C1 AMRQXHFXNZFDCH-SECBINFHSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 235000010633 broth Nutrition 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- SILSDTWXNBZOGF-KUZBFYBWSA-N chembl111058 Chemical compound CCSC(C)CC1CC(O)=C(\C(CC)=N\OC\C=C\Cl)C(=O)C1 SILSDTWXNBZOGF-KUZBFYBWSA-N 0.000 description 1
- GGWHBJGBERXSLL-NBVRZTHBSA-N chembl113137 Chemical compound C1C(=O)C(C(=N/OCC)/CCC)=C(O)CC1C1CSCCC1 GGWHBJGBERXSLL-NBVRZTHBSA-N 0.000 description 1
- WYKYKTKDBLFHCY-UHFFFAOYSA-N chloridazon Chemical compound O=C1C(Cl)=C(N)C=NN1C1=CC=CC=C1 WYKYKTKDBLFHCY-UHFFFAOYSA-N 0.000 description 1
- XQNAUQUKWRBODG-UHFFFAOYSA-N chlornitrofen Chemical compound C1=CC([N+](=O)[O-])=CC=C1OC1=C(Cl)C=C(Cl)C=C1Cl XQNAUQUKWRBODG-UHFFFAOYSA-N 0.000 description 1
- CWJSHJJYOPWUGX-UHFFFAOYSA-N chlorpropham Chemical compound CC(C)OC(=O)NC1=CC=CC(Cl)=C1 CWJSHJJYOPWUGX-UHFFFAOYSA-N 0.000 description 1
- SILSDTWXNBZOGF-JWGBMQLESA-N clethodim Chemical compound CCSC(C)CC1CC(O)=C(C(CC)=NOC\C=C\Cl)C(=O)C1 SILSDTWXNBZOGF-JWGBMQLESA-N 0.000 description 1
- YUIKUTLBPMDDNQ-MRVPVSSYSA-N clodinafop Chemical compound C1=CC(O[C@H](C)C(O)=O)=CC=C1OC1=NC=C(Cl)C=C1F YUIKUTLBPMDDNQ-MRVPVSSYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 244000038559 crop plants Species 0.000 description 1
- WZJZMXBKUWKXTQ-UHFFFAOYSA-N desmedipham Chemical compound CCOC(=O)NC1=CC=CC(OC(=O)NC=2C=CC=CC=2)=C1 WZJZMXBKUWKXTQ-UHFFFAOYSA-N 0.000 description 1
- 150000004816 dichlorobenzenes Chemical class 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- 229960000878 docusate sodium Drugs 0.000 description 1
- YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical compound CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- QYDYPVFESGNLHU-UHFFFAOYSA-N elaidic acid methyl ester Natural products CCCCCCCCC=CCCCCCCCC(=O)OC QYDYPVFESGNLHU-UHFFFAOYSA-N 0.000 description 1
- 230000008029 eradication Effects 0.000 description 1
- OSUHJPCHFDQAIT-UHFFFAOYSA-N ethyl 2-{4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy}propanoate Chemical group C1=CC(OC(C)C(=O)OCC)=CC=C1OC1=CN=C(C=C(Cl)C=C2)C2=N1 OSUHJPCHFDQAIT-UHFFFAOYSA-N 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- VAIZTNZGPYBOGF-CYBMUJFWSA-N fluazifop-P-butyl Chemical group C1=CC(O[C@H](C)C(=O)OCCCC)=CC=C1OC1=CC=C(C(F)(F)F)C=N1 VAIZTNZGPYBOGF-CYBMUJFWSA-N 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 150000002314 glycerols Chemical class 0.000 description 1
- 230000012010 growth Effects 0.000 description 1
- 239000003630 growth substance Substances 0.000 description 1
- MFSWTRQUCLNFOM-SECBINFHSA-N haloxyfop-P-methyl Chemical group C1=CC(O[C@H](C)C(=O)OC)=CC=C1OC1=NC=C(C(F)(F)F)C=C1Cl MFSWTRQUCLNFOM-SECBINFHSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- CONWAEURSVPLRM-UHFFFAOYSA-N lactofen Chemical compound C1=C([N+]([O-])=O)C(C(=O)OC(C)C(=O)OCC)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 CONWAEURSVPLRM-UHFFFAOYSA-N 0.000 description 1
- ZTMKADLOSYKWCA-UHFFFAOYSA-N lenacil Chemical compound O=C1NC=2CCCC=2C(=O)N1C1CCCCC1 ZTMKADLOSYKWCA-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- MFSWTRQUCLNFOM-UHFFFAOYSA-N methyl 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate Chemical group C1=CC(OC(C)C(=O)OC)=CC=C1OC1=NC=C(C(F)(F)F)C=C1Cl MFSWTRQUCLNFOM-UHFFFAOYSA-N 0.000 description 1
- RBNIGDFIUWJJEV-UHFFFAOYSA-N methyl 2-(n-benzoyl-3-chloro-4-fluoroanilino)propanoate Chemical group C=1C=C(F)C(Cl)=CC=1N(C(C)C(=O)OC)C(=O)C1=CC=CC=C1 RBNIGDFIUWJJEV-UHFFFAOYSA-N 0.000 description 1
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 description 1
- 229940073769 methyl oleate Drugs 0.000 description 1
- 150000005172 methylbenzenes Chemical class 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- XITQUSLLOSKDTB-UHFFFAOYSA-N nitrofen Chemical compound C1=CC([N+](=O)[O-])=CC=C1OC1=CC=C(Cl)C=C1Cl XITQUSLLOSKDTB-UHFFFAOYSA-N 0.000 description 1
- NVGOPFQZYCNLDU-UHFFFAOYSA-N norflurazon Chemical compound O=C1C(Cl)=C(NC)C=NN1C1=CC=CC(C(F)(F)F)=C1 NVGOPFQZYCNLDU-UHFFFAOYSA-N 0.000 description 1
- 229940078552 o-xylene Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- UNAHYJYOSSSJHH-UHFFFAOYSA-N oryzalin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(S(N)(=O)=O)C=C1[N+]([O-])=O UNAHYJYOSSSJHH-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- IDOWTHOLJBTAFI-UHFFFAOYSA-N phenmedipham Chemical compound COC(=O)NC1=CC=CC(OC(=O)NC=2C=C(C)C=CC=2)=C1 IDOWTHOLJBTAFI-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 1
- NQQVFXUMIDALNH-UHFFFAOYSA-N picloram Chemical compound NC1=C(Cl)C(Cl)=NC(C(O)=O)=C1Cl NQQVFXUMIDALNH-UHFFFAOYSA-N 0.000 description 1
- SIOXPEMLGUPBBT-UHFFFAOYSA-N picolinic acid Chemical class OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 description 1
- 239000004476 plant protection product Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229940114930 potassium stearate Drugs 0.000 description 1
- ANBFRLKBEIFNQU-UHFFFAOYSA-M potassium;octadecanoate Chemical compound [K+].CCCCCCCCCCCCCCCCCC([O-])=O ANBFRLKBEIFNQU-UHFFFAOYSA-M 0.000 description 1
- LFULEKSKNZEWOE-UHFFFAOYSA-N propanil Chemical compound CCC(=O)NC1=CC=C(Cl)C(Cl)=C1 LFULEKSKNZEWOE-UHFFFAOYSA-N 0.000 description 1
- FROBCXTULYFHEJ-OAHLLOKOSA-N propaquizafop Chemical compound C1=CC(O[C@H](C)C(=O)OCCON=C(C)C)=CC=C1OC1=CN=C(C=C(Cl)C=C2)C2=N1 FROBCXTULYFHEJ-OAHLLOKOSA-N 0.000 description 1
- 150000004892 pyridazines Chemical class 0.000 description 1
- ALZOLUNSQWINIR-UHFFFAOYSA-N quinmerac Chemical compound OC(=O)C1=C(Cl)C=CC2=CC(C)=CN=C21 ALZOLUNSQWINIR-UHFFFAOYSA-N 0.000 description 1
- GJAWHXHKYYXBSV-UHFFFAOYSA-N quinolinic acid Chemical class OC(=O)C1=CC=CN=C1C(O)=O GJAWHXHKYYXBSV-UHFFFAOYSA-N 0.000 description 1
- OSUHJPCHFDQAIT-GFCCVEGCSA-N quizalofop-P-ethyl Chemical group C1=CC(O[C@H](C)C(=O)OCC)=CC=C1OC1=CN=C(C=C(Cl)C=C2)C2=N1 OSUHJPCHFDQAIT-GFCCVEGCSA-N 0.000 description 1
- BBKDWPHJZANJGB-UHFFFAOYSA-N quizalofop-p-tefuryl Chemical group C=1C=C(OC=2N=C3C=CC(Cl)=CC3=NC=2)C=CC=1OC(C)C(=O)OCC1CCCO1 BBKDWPHJZANJGB-UHFFFAOYSA-N 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 229940079862 sodium lauryl sarcosinate Drugs 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- ADWNFGORSPBALY-UHFFFAOYSA-M sodium;2-[dodecyl(methyl)amino]acetate Chemical compound [Na+].CCCCCCCCCCCCN(C)CC([O-])=O ADWNFGORSPBALY-UHFFFAOYSA-M 0.000 description 1
- 239000001593 sorbitan monooleate Substances 0.000 description 1
- 235000011069 sorbitan monooleate Nutrition 0.000 description 1
- 229940035049 sorbitan monooleate Drugs 0.000 description 1
- 239000001589 sorbitan tristearate Substances 0.000 description 1
- 235000011078 sorbitan tristearate Nutrition 0.000 description 1
- 229960004129 sorbitan tristearate Drugs 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- YTZKOQUCBOVLHL-UHFFFAOYSA-N tert-butylbenzene Chemical compound CC(C)(C)C1=CC=CC=C1 YTZKOQUCBOVLHL-UHFFFAOYSA-N 0.000 description 1
- ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 description 1
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical compound OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
- A01N37/46—N-acyl derivatives
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Indole Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Description
Predloženi izum odnosi se na tekuću formulaciju etil-(Z)-2-klor-3-[2-klor-5-(4,5,6,7-tetrahidro-1,3-dioksoizo-indoldion-2-il) fenil]akrilata, koja osim ovog sredstva za zaštitu bilja kao aktivne tvari sadrži uglavnom još
a) jedan ionski emulgator,
b) jedan ne-ionski emulgator,
c) jedno ne-nukleofilno i ne-bazično aromatsko otapalo i
d) po želji, još neku herbicidnu aktivnu tvar za zaštitu bilja.
Predloženi izum odnosi se nadalje na postupak za suzbijanje neželjenog rasta biljaka s ovom formulacijom.
Iz EP-A 240 659 poznata je aktivna tvar etil-(Z)-2-klor-3-[2-klor-5-(4,5,6,7-tetrahidro-1,3-dioksoizoindol-dion-2-il) fenil]akrilat, za koju je predložen trivijalni naziv " kinidon-etil" . Iz te publikacije vidi se da je pod uvjetima rasta u stakleniku aktivna tvar učinkovita protiv niza dikotilnih korova. Međutim, poznate formulacije te aktivne tvari ne mogu potpuno zadovoljiti posebno u uvjetima otvorenog polja.
Iz Agric. Biol. Chem. 55 (11), str. 2677-2681 (1991) poznato je da aktivne tvari za zaštitu bilja iz razreda N-aril-3,4,5,6-tetrahidroftalimida, kao spomenuti kinidon-etil, mogu hidrolizirati u biljci.
Zadatak predloženog izuma bila je stoga formulacija etil-(Z)-2-klor-3-[2-klor-5-(4,5,6,7-tetrahidro-1,3-diokso-izoindol-dion-2-il) fenil]akrilata, u kojoj ova aktivna tvar za zaštitu bilja uz višu postojanost ima bolju biološku učinkovitost.
S tim u skladu pronađena je gore spomenuta tekuća formulacija. Osim toga nađen je i postupak za suzbijanje neželjnog rasta biljaka, po kojem se upotrebljava ta tekuća formulacija.
Za pripravljanje formulacije prema izumu upotrebljava se uobičajeno etil- (Z)-2-klor-3-[2-klor-5-(4,5,6,7-tetrahidro-1,3-dioksoizoindol-dion-2-il) fenil]akrilat čistoće od 80 do 100%.
Udio te aktivne tvari za zaštitu bilja u tekućoj formulaciji prema izumu kreće se uobičajeno od 5 do 50 mas. %, naročito od 10 do 30 mas. %.
Kao ionski emulagatori posebno su prikladni anionski tenzidi, npr. alkalijske, zemno alkalijske ili amonijeve soli masnih kiselina kao kalijev stearat, alkil sulfati, alkil eter-sulfati, alkil ili izo-alkil sulfonati, alkil benzolsulfonati kao Na-dodecil benzolsulfonat i Ca-dodecil benzolsulfonat, alkil naftalinsulfonati, alkilmetil ester sulfonati, acil glutamati, ester sulfonati alkil-jantarne kiseline, sarkozinati kao natrijev lauril sarkozinat i taurati. U obzir dolaze također i mješavine od više ionskih emulgatora.
Prednosni ionski emulgatori su soli alkil benzolsulfonata i alkil sulfosukcinati. Ionski emulgatori kojima se daje posebnu prednost su soli alkilbenzol-sulfonskih kiselina, prije svega kalcijeva sol dodecil-benzolsulfonske kiselina i natrijeva sol diooktil-sulfosukcianta, naročito kalcijeva sol dodecilbenzol-sulfonske kiseline.
Udio ionskih emulgatora iznosi obično 2 do 20 mas. % tekuće formulacije.
Kao ne-ionski emulgatori prikladne su npr. alkoksilirane životnjske ili biljne masti i ulja kao etoksilat kukuruznog ulja, etoksilat ricinusovog ulja, etoksilat lojne masti, glicerin esteri kao glicerin monostearat, alkoksilati masnih alkohola i alkoksilati oksoalkohola, alkoksilati masnih kiselina kao etoksilati uljne kiseline, alkoksilati alkilfenola kaoizononil-, izooksil-, tributil-, tristearil-fenol etoksilati, aloksilati masnih amina, alkoksilati amida masnih kiselina, šećerni tenzidi kao ester sorbitan masne kiseline (sorbitan monooleat, sorbitan tristearat), esteri polioksietilen-sorbitan masne kiseline, alkilpolil-gliozidi, N-alkilglukon amidi, alkiImetil-sulfoksidi, alkildimetil-fosfin oksidi kaotetradecil-dimetilfosfin oksid, te mješavine takovih ne-ionskih emulgatora.
Prednosni ne-ionski emulgatori su etoksilirane ili propoksilirane prirodno nastale karbonske kiseline ili alkoholi, prije svega etoksilirana ulja kao etoksilat ricinusovog ulja s 36 do 50 jedinica etilen oksida.
Udio ne-ionskih emulgatora u tekućoj formulaciji kreće se uobičajeno od 2 do 20 mas. %.
Prikladna ne-nukleofilna i ne-bazična aromatska otapala su cikloheksanon, halogen-benzol kao klorbenzol i tekući diklorbenzoli kao brombenzol, alkil aromati, ponajprije alkil-benzoli i alkil-naftalini, s 1 do 20 alkilnih skupina kao proizvodi Solvesso®, npr. Solvesso® 100, Solvesso® 150 i Solvesso® 200 (proizvođač Exxon Chemical) te njihove mješavine, i metilbenzoli: toluol, o-ksilol, m-ksilol, p-ksilol; etil-benzol; izopropilbenzol; terc.-butilbenzol.
Prikladne su također i mješavine prethodno navedenih otapala.
Prednosna ne-nukleofilna i ne-bazična aromatska otapala su proizvodi Shellsol® (Deutsche Shell Chemie GmbH) ili proizvodi Solvesso®: Solvesso® 100, Solvesso® 150 i Solvesso® 200, naročito Solvesso® 200.
Udio otapala u tekućoj formulaciji u pravilu se odmjerava tako da zbroj svih sastojaka iznosi 100 mas. %.
Tekuće formulacije prema izumu mogu sadržavati i druge aktivne tvari koje se upotrebljavaju za zaštitu biljaka, npr. druge herbicide, fungicide, insekticide ili aktivne tvari koje djeluju kao regulatori rasta.
Kao daljnjim herbicidnim aktivnim tvarima, koje se upotrebljavaju u zaštiti biljaka, prednost se daje aktivnim tvarima za zaštitu bilja iz slijedeće skupine koju čine: etil ester 2-klor-3-[2-klor-4-fluor-5-(4-difluormetil-4,5-dihidro-3-metil-5-okso-1H-1,2, 4-triazol-1-il) fenil]-propionske kiseline (F8426) , diflufenzopir, dimetenamid, flamprop-metil, propanil, ariloksialkan-karbonske kiseline i njihovi esteri kao 2,4-D, 2,4-DB, diklorprop, diklorprop-P (2,4-DP-P)f MCPA, MCPB, mekoprop, mekoprop-P i [(4-amino-3, 5-diklor-6-fluor-2-piridil)oksi]-octena kiselina (fluoroksipir), benzojeve kiseline kao kloramben, dikamba, benzotiadiazinoni kao bentazon, izbjeljivači kao klomazon (dimetazon), diflufenikan, fluorkloridon, flupoksam, fluridon, pirazolati, sulkotrioni (klormezuloni)r karbamati kao karbetamid, klorbufam, klorprofam, desmedifam, fenmedifam, vernolati, kinolinske kiseline kao kvinklorakf kvinmerak, dinitroanilini kao butralin, flukloralin, izopropalin, nitralin, orizalin, pendimetalin, prodiamin, perfluralin, trifluralin, dinitrofenoli kao bromofenoksim, dinozeb, dinozeb-cetatf dinoterb, DNOC, minoterb-acetat, difenil-eteri kao acifluorfen-natrij, aklonifenf bifenoks, klornitrofen (CNP), difenoksuron, etoksifen, fluorodifen, fluoroglikofen-etil, fomezafen, furiloksifen, laktofen, nitrofen, nitrofluorfenf oksifluorfen, fenoli kao bromoksinil, joksinil, esteri fenoksi fenoksi propionske kiseline kao klodinafop, cihalofop-butilf diklofop-metilf fenoksaprop-etil, fenokaprop-p-etil, fentiapropetil, fluzifop-butil, fluazifop-p-butil, haloksifop-etoksietil, haloksifop-metil, haloksifop-p-metil,izo-ksapirifop, propa kvizafop, kvizalofop-etil, kvizalofop-p-etil, kvizalofop-tefuril, piridazini kao kloridazon, maleinski hidrazidi, nor flurazon, piridati, piridinkarbonske kiseline kao klorpiralid, ditiopir, pikloram, tiazopir, uracili kao bromacil, lenacil, terbacil kao i aktivne tvari za zaštitu bilja tipa cikloheksenona kao setoksidim, cikloksidim, kletodim, tralkoksidim, butroksidim, 2-(1-(3-kloraliloksi)-iminopropil)-5-(tetrahidropiran-4-il)-3-hidroksi-cikloheks-2-enon i 2-(1-(2-p-klorfenoksipropil-oksi)-iminobutil-5-(tetrahidrotiopiran-3-il)-3-hidroksi-cikloheks-2-enon.
Kao daljnjim herbicidnim aktivnim tvarima, koje se upotrebljavaju u zaštiti biljaka, posebnu prednost daje se aktivnim tvarima za zaštitu bilja iz slijedeće skupine koju čine: etil ester 2-klor-3-[2-klor-4-fluor-5-(4-difluormetil-4,5-dihidro-3-metil-okso-1H-1,2,4-triazol-1-il) fenil]propionske kiseline (F8426), dimetenamid, dinitro-anilini kao pendimetalin, aktivne tvari za zaštitu bilja tipa cikloheksenona kao setoksidim, cikloksidim, kletodim, tralkoksidim, butroksidim, 2-(1-(3-kloraliloksi)-iminopropil)-5-(tetrahidropiran-4-il)-3-hidroksi-cikloheks-2-enon i 2-(1-(2-p-klorfenoksi-propiloksi)-iminobutil-5-(tetrahidrotiopiran-3-il)-3-hidroksi-cikloheks-2-enon, nadalje ariloksialkan-karbonske kiseline kao 2,4-D, 2,4-DB, CMPP, CMPP-P, diklorprop, diklorprop-P, MCPA, MCPB, esteri ovih spojeva, naročito izopropil, butil i izooktil esteri, prije svega 2-etilheksil esteri, kao i [(4-amino-3, 5-diklor-6-fluor-2-piridil)oksi]octena kiselina (fluroksipir).
Kao partneri za miješanje d) posve naročitu prednost imaju F8426, dimetamid, pendimetalin, izookstil ester 2,4-D i fluoroksipir. Udio tih daljnjih aktivnih tvari kreće se uobičajeno od 0 do 80, ponajprije od 10 do 70 mas. % u odnosu na masu gotove formulacije.
Tekuće formulacije prema izumu mogu nadalje sadržavati uobičajene dodatke kao što su sredstva protiv pjenjenja i kosolvencije, itd.
Kao sredstva protiv pjenjenja prikladni su na primjer alifatski ili aromatski monoalkoholi koji imaju 4 do 14, ponajprije 6 do 10 ugljikovih atoma, kao n-oktanol ili n-dekanol ili silikonski tenzidi.
Udio sredstva protiv pjenjenja u formulaciji kreće se uobičajeno od 0 do 10, a prije svega od 0,1 do 1 mas. %.
Prikladne kosolvencije su posebno mineralna ulja, prirodno nastala ulja kao repičino ulje, sojino ulje i metil esteri osnovnih kiselina tih ulja kao metil oleat i metil ester repičinog ulja, esteri masnih kiselina, prije svega sa C1-C4-alkanolima.
Pripravljanje tekuće formulacije prema izumu vrši se na sam po sebi poznat način smješavanjem sastojaka, po potrebi uz miješanje i/ili zagrijavanje.
Tako dobiveni proizvodi su uobičajeni homogeni emulzij ski koncentrati.
Kao spremnici za formulacije prikladni su svi uobičajeni spremnici koji se upotrebljavaju za sredstva za zaštitu bilja, prije svega boce, kanistri i vreće proizvedene od plastike postojane prema kemikalijama. Posebno je korisna upotreba vodotopljvih spremnika i to prije svega vodotopljivih vreća od folije, naročito na osnovi polivinilalkohola.
Aplikacija takovih juha za prskanje za suzbijanje neželjenog rasta biljaka, pri čemu se nju pusti djelovati na kulturne biljke, njihov životni prostor i/ili na njihovo sjeme, stručnjaku je dovoljno dostupna, tako da se ovdje izostavljaju daljnja izlaganja.
Pronađeno je da je kinidon-etil u tekućim formulacijama prema izumu značajno postojaniji ako nisu prisutne nikakve bazične tvari.
Primjeri
Primjer pripravljanja l
200 g kinidon-etila, 40 g kalcijeve soli dodecil-benzol-sulfonata (npr. Wettol® EM 1, proizvođač BASF AG) , 60 g etoksilata ricinusovog ulja kemijski promijenjenog sa 40 molova etilenoksida (npr. Wettol® EM 31, proizvođač BASF AG) pomiješa se u pribl. 740 ml Solvesso® 200 (proizvođač Exxon Chemical) uz miješanje, tako da nastane emulzijski koncentrat s 200 g/l aktivne tvari.
Određena je vrijednost (%)na koju sadržaj kinidon-etila tako dobivene formulacije padne tijekom vremena od 1 odnosno 2 godine pri različitim temperaturama skladištenja. Tablica l prikazuje srednje vrijednosti iz po 24 pokusa skladišenja.
[image]
Primjer pripravljanja 2 (usporedbeni primjer)
50 mas. % kinidon-etila, 10 mas. % kondenzata fenilsulfonske kiseline i formaldehida (npr. Wettol® D 1, proizvođač BASF AG), 3 mas. % proizvoda kondenzacije fenola, formaldehida i natrijevog sulfita (npr. Wettol® SSP, proizvođač BASF AG), 5 mas. % natrijeve soli dialkil-naftalinsulfonske kiseline (npr. Wettol® NT 1, proizvođač BASF AG) , 10 mas . % visoko disperzne silicijeve kiseline (npr. Sipernat® 22, proizvođač Degussa) i 22 mas. % kaolina temeljito je izmiješano, samljeveno dva puta pomoću mlina s okličanim pločama i još jednom izmiješano. Dobiven je prah za prskanje s dobrim svojstvima vlaženja i dostatne postojanosti suspenzije.
Primjer pripravljanja 3
50 g/l kinidon-etila, 420 g/l izooktil estera 2,4-D, 50 g/l Wettola® EM 1 i 50 g/l Wettola® EM 31 izmiješano je u Solvesso® 200 (proizvođač Exxon Chemical) u homogeni emulzijski koncentrat.
Primjer primjene
Pri proljetnoj obradi u žitaricama uspoređena je formulacija prema izumu iz primjera pripravljanja 1 s usporedbenom formulacijom (primjer pripravljanja 2). U tu svrhu na malim pokusnim česticama (veličina čestice: 10 m2) u stadiju biljke kulture od 21-29 aplicirane su navedene količine herbicida pomoću povlačne prskalice u količini vode od 250 1/ha. S utrošenom količinom od 50 g/ha kinidol-etila, u tablici 2 navedeni su dobiveni postotni omjeri zatiranja različitih korova.
Tablica 2
[image]
Vrijednosti dobivene s primijenjenom količinom od 100 g kinidon-etila po hektaru prikazane su u tablici 3.
Tablica 3
[image]
Iz gornjih pokusa proizlazi da je tekuća formulacija prema izumu iz primjera pripravljanja l značajno učinkovitija protiv neželjnog rasta biljaka nego prah za ^prskanje iz primjera pripravljanja 2.
Ispitivanje postojanosti
Formulaciji od 200 g/l kinidon-etila i 100 g/l mješavine emulgatora (od 40 g/l Wettola® EM 1 i 60 g/l Wettola® EM 31) u Solvesso® 200 dodane su različite količine N-propilamina, odnosno octene kiseline i nakon 6, odnosno 30 dana određen je sadržaj aktivne tvari za zaštitu bilja (početni sadržaj: 100%). Rezultati su navedeni u tablici 4 ("n.d." = ne može se detektirati).
Tablica 4
[image]
Jasno je da već vrlo male količine baze N-propilamina snizuju postojanost kinidon-etila, dok nasuprot tome kiseline, kao octena kiselina, ne pokazuju takovo djelovanje.
Claims (5)
1. Tekuća formulacija etil-(Z)-2-klor-3-[2-klor-5-(4,5,6,7-tetrahidro-1,3-dioksoizo-indoldion-2-il)fenil]-akrilata, naznačena time, da osim ovog sredstva za zaštitu bilja kao aktivne tvari, sadrži uglavnom još
a) jedan ionski emulgator,
b) jedan ne-ionski emulgator,
c) jedno ne-nukleofilno i ne-bazično aromatsko otapalo i
d) po želji, još neku herbicidnu aktivnu tvar za zaštitu bilja.
2. Formulacija prema zahtjevu 1, naznačena time, da kao ionski emulgator sadrži sol alkilbenzolsulfonske kiseline.
3. Formulacija prema zahtjevu 1 ili 2, naznačena time, da kao ne-ionski emulgator sadrži etoksiliranu ili propoksiliranu prirodno nastalu karbonsku kiselinu ili etoksilirani ili propoksilirani prirodno nastali alkohol.
4. Formulacija prema zahtjevima 1 do 3, naznačena time, da kao drugu herbicidno učinkovitu aktivnu tvar za zaštitu bilja sadrži jednu ili više aktivnih tvari za zaštitu bilja iz slijedeće skupine: ariloksialkankarbonske kiseline, dinitroanilin, aktivne tvari tipa cikloheksenona.
5. Postupak za suzbijanje neželjenog rasta biljaka, naznačen time, da se na kulturne biljke, njihov životni prostor i/ili na njihovo sjeme pusti djelovati formulaciju prema zahtjevima 1 do 4.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19633271A DE19633271A1 (de) | 1996-08-19 | 1996-08-19 | Flüssige Formulierung von Ethyl-(Z)-2-chlor-3-[2-chlor-5-(4,5,6,7-tetrahydro-1,3-dioxoisoindoldion-2-yl)phenyl]acrylat |
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| Publication Number | Publication Date |
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| HRP970448A2 true HRP970448A2 (en) | 1998-08-31 |
| HRP970448B1 HRP970448B1 (en) | 2004-08-31 |
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| Application Number | Title | Priority Date | Filing Date |
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| HR970448A HRP970448B1 (en) | 1996-08-19 | 1997-08-18 | Liquid formulation of ethyl-(z)-2-chloro-3-/2-chloro-5-(4,5,6,7-tetrahydro-1,3-dioxoisoindoldion-2-yl)phenyl/acrylate |
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| Country | Link |
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| US (1) | US6225259B1 (hr) |
| EP (1) | EP0923286B1 (hr) |
| JP (1) | JP2000516931A (hr) |
| KR (1) | KR20000068200A (hr) |
| CN (1) | CN1228009A (hr) |
| AT (1) | ATE226790T1 (hr) |
| AU (1) | AU3942397A (hr) |
| BG (1) | BG64330B1 (hr) |
| BR (1) | BR9711320A (hr) |
| CA (1) | CA2263350C (hr) |
| CZ (1) | CZ294447B6 (hr) |
| DE (2) | DE19633271A1 (hr) |
| DK (1) | DK0923286T3 (hr) |
| EA (1) | EA001620B1 (hr) |
| EE (1) | EE04086B1 (hr) |
| ES (1) | ES2185974T3 (hr) |
| HR (1) | HRP970448B1 (hr) |
| HU (1) | HUP0001738A3 (hr) |
| IL (1) | IL128314A0 (hr) |
| NZ (1) | NZ334348A (hr) |
| PL (1) | PL188669B1 (hr) |
| PT (1) | PT923286E (hr) |
| RS (1) | RS49594B (hr) |
| SK (1) | SK282809B6 (hr) |
| TR (1) | TR199900339T2 (hr) |
| UA (1) | UA52687C2 (hr) |
| WO (1) | WO1998007319A1 (hr) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19804913A1 (de) | 1998-02-07 | 1999-08-12 | Basf Ag | Lagerstabile wäßrige Formulierungen auf der Basis von Derivaten von N-Phenyl-3,4,5,6-tetrahydrophthalimiden und deren Verwendung als Herbizide im Pflanzenschutz |
| AR020878A1 (es) * | 1998-07-23 | 2002-06-05 | Sumitomo Chemical Co | Composicion herbicida que comprende lactofen y cinidon-etilo y metodo para controlar malezas que la emplea |
| JP2000038303A (ja) * | 1998-07-23 | 2000-02-08 | Sumitomo Chem Co Ltd | 除草剤組成物 |
| JP2000038307A (ja) * | 1998-07-23 | 2000-02-08 | Sumitomo Chem Co Ltd | 除草剤組成物 |
| DE19836700A1 (de) * | 1998-08-13 | 2000-02-17 | Hoechst Schering Agrevo Gmbh | Herbizide Mittel für tolerante oder resistente Getreidekulturen |
| PT1267612E (pt) * | 2000-04-04 | 2005-01-31 | Basf Ag | Misturas herbicidas sinergeticas |
| US6825151B2 (en) * | 2002-01-30 | 2004-11-30 | Nufarm Americas Inc. | Liquid herbicidal compositions and use thereof in a granular herbicide |
| AU2006200731B2 (en) * | 2005-03-31 | 2011-05-19 | Sumitomo Chemical Company, Limited | Emulsifiable concentrate |
| CN1709921B (zh) * | 2005-04-18 | 2011-09-28 | 中国海洋大学 | 含吲哚官能团的丙烯酸锌或铜的树脂及其制备方法和应用 |
| CN100424074C (zh) * | 2005-11-24 | 2008-10-08 | 湖南化工研究院 | 具有除草活性的n-异吲哚二酮取代苯基脲类化合物 |
| CN105379716A (zh) * | 2015-07-22 | 2016-03-09 | 南京华洲药业有限公司 | 一种含炔草酯与吲哚酮草酯的复合除草组合物及其应用 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3442818A (en) | 1965-03-12 | 1969-05-06 | Swift & Co | Emulsifiers for agricultural pesticides |
| DE3603789A1 (de) * | 1986-02-07 | 1987-08-13 | Basf Ag | N-substituierte 3,4,5,6-tetrahydrophthalimide |
| DE3806294A1 (de) | 1988-02-27 | 1989-09-07 | Hoechst Ag | Herbizide mittel in form von waessrigen mikroemulsionen |
| DE3905916A1 (de) | 1989-02-25 | 1990-08-30 | Basf Ag | Verwendung von derivaten des n-phenyl-3,4,5,6-tetrahydrophthalimids zur desikkation und abszission von pflanzenorganen |
| DE4017184A1 (de) | 1989-06-01 | 1990-12-06 | Hollingsworth & Vose Co | Praegbares filtergewebe |
| DE3917959A1 (de) | 1989-06-02 | 1990-12-06 | Hoechst Ag | Fluessige herbizide mittel |
| US5364832A (en) | 1990-08-10 | 1994-11-15 | Hoechst Aktiengesellschaft | Water-dispersible granules comprising fenoxaprop-ethyl and/or fenchlorazole |
| DE3926800A1 (de) * | 1989-08-14 | 1991-02-21 | Hoechst Ag | Wasserdispergierbare granulate zur anwendung im pflanzenschutz |
| KR0168059B1 (ko) | 1990-03-27 | 1999-01-15 | 베르너 발데크, 발트라우트 베케레 | 액체 살충제 농축물 |
| JPH06346020A (ja) | 1993-06-03 | 1994-12-20 | Mitsui Saitetsuku Kk | 缶外面水性樹脂組成物 |
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